U-74389G

Cayman Chemical Item Number 75860

Methylated Tirilazad (CAS 153190-29-5)

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Description

U-74389G is an antioxidant which prevents iron-dependent lipid peroxidation. It protects against ischemia-reperfusion injury in animal heart, liver, and kidney models.1,2,3,4

1. Ishizaki, N., Zhu, Y., Zhang, S., et al. Comparison of various lazaroid compounds for protection against ischemic liver injury. Transplantation 63 202-208 (1997).

2. Palma-Vargas, J.M., Toledo, A.H., García-Criado, F.J., et al. 21-Aminosteroids block neutrophil infiltration and provide liver protection independent of nitrite/nitrate levels. J Surg Res 66 131-137 (1996).

3. Perna, A.M., Liguori, P., Bonacchi, M., et al. Protection of rat heart from ischaemia-reperfusion injury by the 21-aminosteroid U-74389G. Pharmacol Res 34 25-31 (1996).

4. Shoskes, D.A., Xie, Y., and Gonzalez-Cadavid, N.F. Nitric oxide synthase activity in renal ischemia-reperfusion injury in the rat. Implications for renal transplantation. Transplantation 63 495-500 (1997).

Synonyms
  • Methylated Tirilazad
Formal Name 21-​[4-​(2,​6-​di-​1-​pyrrolidinyl-​4-​pyrimidinyl)-​1-​piperazinyl]-​pregna-​1,​4,​9(11)-​triene-​3,​20-​dione maleate salt
CAS Number 153190-29-5
Molecular Formula C37H50N6O2 · C4H4O4
Formula Weight 726.9
Formulation A crystalline solid
Purity ≥99%
λmax 237, 287 nm
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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C[C@@]​12[C@]​(CC[C@@H]​2C(CN3CCN(C4=CC(N5CCCC5)​=NC(N6CCCC6)​=N4)​CC3)​=O)​([H]​)​[C@]​(C7=CC1)​([H]​)​CCC([C@]​7(C)​C=C8)​=CC8=O.OC(/C=C\C(O)​=O)​=O
InCHI Code
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​1S/C37H50N6O2.C4H4O4/c1-36-13-11-27(44)​23-26(36)​7-8-28-29-9-10-31(37(29,2)​14-12-30(28)​36)​32(45)​25-40-19-21-42(22-20-40)​34-24-33(41-15-3-4-16-41)​38-35(39-34)​43-17-5-6-18-43;5-3(6)​1-2-4(7)​8/h11-13,23-24,28-29,31H,3-10,14-22,25H2,1-2H3;1-2H,(H,5,6
InCHI Key
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ABCSSKWSUJMJCP-WQDFMEOSSA-N

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U-74389G is available in the following screening library:

Size Price Quantity Subtotal
50 mg $55.00 $0.00
100 mg $88.00 $0.00
250 mg $206.00 $0.00
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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

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